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2-(2`,3`,5`-Tri-O-acetyl-b-D-ribofuranosyl)-4-(3-nitrophenylazo)-5-trifluoromethyl-2,4-dihydropyrazol-3-one
 
 
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Volume 6
Issue 12
10.3390/M263
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Short Note

2-(b-D-Ribofuranosyl)-4-(3-nitrophenylazo)-5-trifluoromethyl-2,4-dihydro-pyrazol-3-one

by
Hussein F. Zohdi
* and
Abdelfattah Haikal
Department of Chemistry, Faculty of Science, United Arab Emirates University, P.O.Box 17551 Al-Ain, UAE
*
Author to whom correspondence should be addressed.
Molecules 2001, 6(12), M263; https://doi.org/10.3390/M263
Submission received: 5 June 2001 / Accepted: 15 December 2001 / Published: 20 December 2001
(This article belongs to the Section Molbank Section of Molecules, 1997-2001)
Versions Notes
Molecules 06 m263 i001
The desired compound 2 was obtained by complete deprotection of the acetylated nucleoside 1 [1] using triethylamine [2]. To a solution of 1 (0.9g, 1.4 mmol) in methanol (25 ml) was added triethylamine (2 ml). The mixture was stirred at room temperature and the reaction was followed by tlc. After complete deprotection (24 hours), the reaction mixture was evaporated and coevaporated with methanol (3 x 30 ml), then chromatographed over silica gel using CH2Cl2/MeOH (92:8 v/v) to give 0.56g (90%) of 2 as yellow powder.
Rf (CH2Cl2/MeOH, 94/6 v/v): 0.2.
UV (lmax, 95% ethanol): 255, 415.
MS (m/z): 433.
1H-NMR (250 MHz, DMSO-d6): 3.39-3.54(m, 2H, H-5`, H-5``); 3.82-3.87(m, 1H, H-4`); 4.07(t, 1H, H-3`); 4.36(t, 1H, H-2`); 5.63(d, 1H, H-1`, J1`,2`=4.95); 7.74-8.55(m, 4H, aromatic CH).
13C-NMR (75 MHz, DMSO-d6): 61.92(C-5`), 70.35(C-3`); 71.83(C-2`); 84.80(C-4`); 86.10(C-1`); 111.95, 117.51, 120.66, 121.12, 123.90, 131.04(6 aromatic carbons); 136.63(q, CF3); 142.71(C-4); 148.54(C-5); 156.06(C-3).

Supplementary Materials

References

  1. Haikal, A.; Zohdi, H.F.; El-Neyadi, S. Molecules 2001, 6, M262. [CrossRef]
  2. Spohr, U.; Lemieux, R. Carbohydr. Res. 1988, 174, 211. [CrossRef] [PubMed]
Sample Availability: Available from the authors.

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MDPI and ACS Style

Zohdi, H.F.; Haikal, A. 2-(b-D-Ribofuranosyl)-4-(3-nitrophenylazo)-5-trifluoromethyl-2,4-dihydro-pyrazol-3-one. Molecules 2001, 6, M263. https://doi.org/10.3390/M263

AMA Style

Zohdi HF, Haikal A. 2-(b-D-Ribofuranosyl)-4-(3-nitrophenylazo)-5-trifluoromethyl-2,4-dihydro-pyrazol-3-one. Molecules. 2001; 6(12):M263. https://doi.org/10.3390/M263

Chicago/Turabian Style

Zohdi, Hussein F., and Abdelfattah Haikal. 2001. "2-(b-D-Ribofuranosyl)-4-(3-nitrophenylazo)-5-trifluoromethyl-2,4-dihydro-pyrazol-3-one" Molecules 6, no. 12: M263. https://doi.org/10.3390/M263

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